ridem cowboy 

when you are havin sex with your girlfreind and call her the wrong name on purpose jus to see how long you can hold on!

my girlfriend broke up with me because i pulled a ridem cowboy on her last night.

ridem cowboy by chrizz January 8, 2006

Rid em Cowboy 

While having sexual intercourse with a women in the doggy-style position a man would quietly lean over and whisper in her ear "I have aids." Then the man tries to stay on as longs as possible.

It is preferable if the male subject isn't wearing a condom.

Rid em cowboy
Female subject: Uuugh fuck me baby
Male subject: (Leans over and whispers in ear) I have aids
Female Subject: So do I.
Male Subject: SHIIIIIITTTTTTTTTTT!!!!!!!!!!!!!!!!!

Rid em Cowboy by themanwiththeplan9192 March 6, 2010

wear the hat ride the cowboy

wear the hat ride the cowboy - You’re having sexual relations the person who’s hat you’re wearing.

A practice in the south, at least in Texas, where a guy will give you his hat to let other guys know you are taken.

“Omg, Amy! Randy gave me his hat,” said Julia.

“You know what that means,” said Amy.

“No,” said Julia.

“wear the hat ride the cowboy,” said Amy. Ok

wear the hat ride the cowboy by Green carrot June 1, 2023

Cowboys Ride 

A type of fetish where a male lays down naked and another male rides his shlong and the dude laying down jerks the male riding him until he creams

Hey dude
Hm
Want me to give you a cowboys ride?

Sure why not

Cowboys Ride by Darianyen September 27, 2025